If you looking to meet a ladyboy / shemale while you are staying in Koh Samui then you will not have any problems finding one. There are quite a few ladyboys who live on Koh Samui or come to visit to make some money working in the bars. There is a very active nightlife scene on Koh Samui with lots of beer bars with pretty Thai girls as well as more and more Thai ladyboys.
If you are just interested in sitting back and watching a cabaret show with all the performers ladyboys then there are some great cabaret shows in Koh Samui with some of the sexiests ladyboys.
Moulin Rouge is a Cabaret Show with around 20 ladyboy performers. Located on Chaweng Beach Rd in central Chaweng Koh Samui. Moulin Rouges has 3 shows everynight, at 8pm, 9.30pm and 11pm.
Starz Cabaret is located at Khun Chaweng Resort Chaweng Beach Road. With ladyboy shows everynight at 8pm and 10pm.
Most of the ladyboys in Koh Samui are working 'girls' meaning that they will have sex with you if you pay them money. There are some ladyboys who have other jobs like in hair dressers or massage parlours who may be looking for a foreigner boyfriend or make a bit of extra cash on the side after their main job. You will find these working ladyboys in some of the beer bars around Koh Samui that allow the ladyboys to hang out there.
Lamai Beach and Chawang Beach are the main beer bar areas of Koh Samui, with loads of bars in a close area so you can walk around and check out the bar girls or if they employ ladyboys in the bars.
The cost to have sex with a ladyboy is around the same as it costs to have sex with a bar girl on Koh Samui, at around 1000 Baht for a short time (around 1 - 2 hours) and around 2500 Baht for long time (all night).
The Green Mango Club located in Chawang Beach is a very cool bar to visit. It is a gay friendly bar and often you will find ladyboys there, especially later at night and closer to when the club is about to close.
If you don't want to go out to one of the beer bars and meet a ladyboy in public then there are a few escort agencies in Koh Samui which mainly have girls though a few offer ladyboys as well. It generally costs around 5000 Thai Baht to have a ladyboy escort come meet you in your hotel. Check out these escort agencies in Koh Samui which offer ladyboys:
TS-Dating has a listing of independent ladyboy escorts in Koh Samui
Another great way to meet a ladyboy in Koh Samui is to use some of the internet dating sites. Thaifriendly.com can have over 200 ladyboys on each day in all of Thailand and around 5 - 6 ladyboys in Koh Samui. You can narrow your search down to only search for ladyboys in Koh Samui. You can sign up for a free membership which allows you to search and browse profiles and you can send 1 message every 15 minutes. If you want to be able to send more messages you will need to join as a paying member which costs as little as $24.95 for 1 month subscription. Check out Thaifriendly.com
Also check out:
Ladyboys in Bangkok
Ladyboys in Pattaya
Ladyboys in Phuket
Interview with a TS Escort
How to meet ladyboys in Bangkok